Memorial Day Weekend

Kick off the season in style this Memorial Day Weekend as we welcome the return of sunshine at The Red Lion Inn.

Enjoy the Courtyard, the perfect spot for outdoor dining and festive sips. Take a dip in the heated outdoor pool, soak in the hot tub, or simply unwind on our iconic front porch with a cool drink and good company.

Make this long weekend one to remember—join us for relaxation, great food, and the timeless charm of the Berkshires.

BOOK YOUR ACCOMMODATIONS
An outdoor bar area with white wooden counter and chairs with pink and white cushions, labeled "Back of the Bank," with a variety of bottles and glasses, under string lights, surrounded by green trees and a blue sky.

There’s nothing quite like basking under the shade of an umbrella while enjoying casual, outdoor dining on a lazy summer afternoon, or whiling away the evening with a cocktail under a star-filled sky. The flower-filled Courtyard provides a picturesque garden setting for lunch or dinner.

Check back soon for our menu!

The Courtyard Opens May 25!

SEE THE MENU
People swimming and relaxing in a pool, with a woman supervising children and others sitting at a table with an umbrella, and a large white house with multiple chimneys and dormer windows in the background surrounded by lush greenery and flowers.

Year-Round Heated Pool & Hot Tub

We like to think there’s no real off-season when the pool is heated. Our pool and surrounding slate-tiled patio continue to be a guest favorite, no matter the time of year.

BOOK YOUR STAY
Porch of a restaurant or inn with two black rocking chairs with pink cushions, a flowerpot with red flowers, hanging basket with green plants, and a sign for 'The Red Lion Inn' with a red lion logo, surrounded by trees and parked cars.

Arguably the most sought-after seat on our property, the front porch has become a meeting place for generations of families, locals, politicians, celebrities, and friends—where stories are shared, cocktails are sipped, and the charm of Stockbridge rolls by with every passing moment.

Our Iconic Front Porch

People sitting outside a cafe with American flags hanging above on a brick building and a sidewalk with trees and parked cars.

There’s always something happening in Stockbridge! From seasonal festivals and vibrant cultural events to gallery strolls, historic tours, and live music, our picturesque town buzzes with small-town charm and big-time character. Whether you're visiting for a weekend or a longer stay, you’ll find unique experiences around every corner—just steps from The Red Lion Inn.

Our Neighborhood is in Full Swing

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A jazz band performs in a dimly lit, vintage-style lounge with ornate ceiling decor. The band includes a guitarist, a saxophonist, a bassist, and a drummer. Several patrons are seated at tables, enjoying drinks, and one person is dancing. The warm, colorful lighting creates an intimate atmosphere.

Nicknamed the “Sound & Soul of The Berkshires,” our very own historic speakeasy has live music Wednesday through Sunday.

The Lion’s Den

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